Winchester Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Winchester, Virginia, USA

TownePlace Suites Winchester
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9.3 (74 Reviews)
107 Bedrooms 27 Guests
TownePlace Suites by Marriott Front Royal
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9.6 (577 Reviews)
1 Bedroom 2 Guests
13 BR Boutique in Berryville
FromUS $1,206 per night
7.8 (7 Reviews)
13 Bedrooms 30 Guests
Ashby Inn & Restaurant
FromUS $244 per night
9.3 (27 Reviews)
10 Bedrooms 20 Guests
L'Auberge Provencale Inn & Restaurant
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9.6 (176 Reviews)
1 Bedroom 2 Guests
Windy Knoll Adventure!
FromUS $370 per night
9.0 (4 Reviews)
2 Bedrooms 6 Guests
SpringHill Suites Winchester
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9.2 (249 Reviews)
96 Bedrooms 48 Guests
Comfort Inn & Suites Winchester
9.4 (1094 Reviews)
1 Bedroom 2 Guests
The George Washington - A Wyndham Grand Hotel
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9.1 (648 Reviews)
87 Bedrooms 41 Guests
The George Washington Hotel, A Wyndham Grand Hotel
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9.4 (1007 Reviews)
1 Bedroom 2 Guests
Hampton Inn Winchester
FromUS $108 per night
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9.1 (359 Reviews)
97 Bedrooms 21 Guests
La Quinta Inn & Suites by Wyndham Winchester
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9.2 (2276 Reviews)
1 Bedroom 2 Guests
Tru By Hilton Winchester, Va
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9.0 (349 Reviews)
87 Bedrooms 16 Guests
Microtel Inn & Suites by Wyndham Winchester
9.2 (1441 Reviews)
1 Bedroom 2 Guests
Holiday Inn Winchester Southeast-Historic Gateway by IHG
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9.0 (307 Reviews)
136 Bedrooms 22 Guests
Quality Inn Winchester
FromUS $100 per night
9.2 (1003 Reviews)
1 Bedroom 2 Guests
Holiday Inn Express and Suites Winchester by IHG
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9.0 (167 Reviews)
138 Bedrooms 48 Guests
Hampton Inn Winchester N/Conference Center, VA
9.2 (886 Reviews)
1 Bedroom 2 Guests
La Quinta by Wyndham Winchester
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8.9 (1778 Reviews)
25 Bedrooms 16 Guests
Fairfield Inn & Suites by Marriott Winchester
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9.2 (851 Reviews)
1 Bedroom 2 Guests
Hampton Inn Front Royal
FromUS $129 per night
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8.9 (498 Reviews)
102 Bedrooms 24 Guests
Spark by Hilton Winchester
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9.0 (1026 Reviews)
1 Bedroom 2 Guests
Fairfield Inn and Suites by Marriott Winchester
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8.9 (201 Reviews)
79 Bedrooms 10 Guests
Holiday Inn Winchester Se-Historic Gateway by IHG
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9.0 (1006 Reviews)
1 Bedroom 2 Guests
TownePlace Suites by Marriott Front Royal
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8.9 (151 Reviews)
24 Bedrooms 21 Guests
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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9.0 (1005 Reviews)
1 Bedroom 2 Guests
Hampton Inn Winchester-University/Mall
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8.9 (146 Reviews)
100 Bedrooms 10 Guests
Hampton Inn Front Royal
FromUS $116 per night
9.0 (1003 Reviews)
1 Bedroom 2 Guests
L'Auberge Provencale Inn & Restaurant
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8.9 (51 Reviews)
14 Bedrooms 28 Guests
Hampton Inn Winchester-University/Mall Area
9.0 (1001 Reviews)
1 Bedroom 2 Guests
Quality Inn Winchester
FromUS $93 per night
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8.8 (418 Reviews)
82 Bedrooms 10 Guests
Fairfield Inn & Suites Strasburg Shenandoah Valley
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9.0 (1000 Reviews)
1 Bedroom 2 Guests
Microtel Inn & Suites by Wyndham Winchester
8.7 (1061 Reviews)
74 Bedrooms 23 Guests
Courtyard by Marriott Winchester
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9.0 (941 Reviews)
1 Bedroom 2 Guests
Doubletree By Hilton Front Royal Blue Ridge Shadows
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8.7 (455 Reviews)
121 Bedrooms 44 Guests
Holiday Inn Express Hotel & Suites Winchester by IHG
9.0 (842 Reviews)
1 Bedroom 2 Guests
Spark By Hilton Winchester
FromUS $120 per night
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8.7 (320 Reviews)
82 Bedrooms 12 Guests
TRU By Hilton Winchester
FromUS $106 per night
9.0 (789 Reviews)
1 Bedroom 2 Guests
Hilton Garden Inn Winchester
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8.6 (111 Reviews)
100 Bedrooms 23 Guests
Hilton Garden Inn Winchester
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9.0 (531 Reviews)
1 Bedroom 2 Guests
Country Inn & Suites by Radisson, Winchester, VA
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8.4 (1202 Reviews)
63 Bedrooms 41 Guests
Country Inn & Suites by Radisson, Winchester, VA
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8.8 (1004 Reviews)
1 Bedroom 2 Guests
Courtyard by Marriott Winchester Medical Center
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8.4 (183 Reviews)
136 Bedrooms 50 Guests
Candlewood Suites Winchester by IHG
8.8 (581 Reviews)
1 Bedroom 2 Guests
Holiday Inn Express Stephens City by IHG
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8.4 (159 Reviews)
71 Bedrooms 30 Guests
TownePlace Suites by Marriott Winchester
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8.8 (501 Reviews)
1 Bedroom 2 Guests
Relax Inn Front Royal
FromUS $64 per night
8.3 (150 Reviews)
8 Bedrooms 10 Guests
Travelodge by Wyndham Winchester
8.6 (1087 Reviews)
1 Bedroom 2 Guests
Travelodge by Wyndham Winchester
8.1 (1210 Reviews)
149 Bedrooms 24 Guests
Ramada by Wyndham Strasburg/Shenandoah Valley
8.4 (1011 Reviews)
1 Bedroom 2 Guests
Sleep Inn & Suites Winchester near University
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6.9 (281 Reviews)
69 Bedrooms 25 Guests
ANS Inn & Suites
FromUS $77 per night
7.4 (67 Reviews)
1 Bedroom 2 Guests
Clean, neat, peace and quiet
2.0 (1 Review)
1 Bedroom 2 Guests
Baymont by Wyndham Front Royal Near Shenandoah National Park
6.9 (279 Reviews)
54 Bedrooms 37 Guests
Motel 6 Front Royal, VA
7.0 (514 Reviews)
1 Bedroom 2 Guests
The Nest at Chester Gap
FromUS $577 per night
10.0 (109 Reviews)
2 Bedrooms 6 Guests
Red Roof Inn Winchester, VA
6.5 (314 Reviews)
95 Bedrooms 20 Guests
APM Inn & Suites
FromUS $62 per night
7.0 (426 Reviews)
1 Bedroom 2 Guests
APM Inn and Suites
FromUS $65 per night
6.2 (118 Reviews)
13 Bedrooms 4 Guests
Blue Ridge Motel
FromUS $72 per night
7.0 (134 Reviews)
1 Bedroom 2 Guests
ANS INN & SUITES
FromUS $72 per night
6.2 (52 Reviews)
17 Bedrooms 7 Guests
Days Inn by Wyndham Winchester
6.6 (498 Reviews)
1 Bedroom 2 Guests
Days Inn by Wyndham Winchester
5.4 (204 Reviews)
20 Bedrooms 16 Guests
Super 8 by Wyndham Winchester VA
4.1 (187 Reviews)
55 Bedrooms 15 Guests
Super 8 by Wyndham Winchester VA
6.2 (627 Reviews)
1 Bedroom 2 Guests
Home2 Suites By Hilton Winchester
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New
86 Bedrooms 28 Guests
Gateway Inn
FromUS $78 per night
5.0 (10 Reviews)
1 Bedroom 2 Guests
Family Retreat w/Deck Near Appalachian Trail!
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10.0 (2 Reviews)
4 Bedrooms 6 Guests
Home2 Suites By Hilton Winchester
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4.0 (1 Review)
1 Bedroom 2 Guests
Historical Paris Cabin on Farm w/Fire Pit!
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10.0 (1 Review)
3 Bedrooms 7 Guests
SpringHill Suites by Marriott Winchester
New
1 Bedroom 2 Guests

About Winchester Vacation Rentals

There are more than 439 places to stay in Winchester that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winchester.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winchester, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winchester. Places to stay near Winchester are 1052.68 ft² on average, with prices averaging US $343 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winchester with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Winchester?

What are the top hotels or resorts in Winchester?

You have a lot of choices in or near Winchester. If you need a hotel in the Winchester area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winchester:

How many hotels, resorts, or rentals are available in Winchester?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 439 in the Winchester area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winchester.